Product investigation of the gas phase ozonolysis of 1-penten-3-ol, cis-2-penten-1-ol and trans-3-hexen-1-ol
Résumé
It is well known that the ozonolysis of organic compounds leads to the formation of oxygenated products, which can increase the oxidizing ability of the atmosphere. In this work, the products of the gas phase reactions of ozone with three unsaturated alcohols 1-penten-3-ol (1P3OL), cis-2-penten-1-ol (c-2P1OL) and trans-3-hexen-1-ol (t-3H1OL) were investigated. The products formation yields were determined at 298 K and 760 Torr, in dry condition, in a 63 L pyrex reactor. The analysis of the products was performed in situ using Fourrier transform infrared (FTIR) spectroscopy (ie technique) and solid phase microextraction sampling in conjunction with gas chromatography coupled to mass spectrometry (SPME/GC-MS) (ie technique). The average yields of primary products were (in %) formaldehyde (62 +/- 12) and 2-hydroxybutanal (46 +/- 10) for the reaction of O-3 with 1-penten-3-ol; glycolaldehyde (56 +/- 14) and propanal (40 +/- 10) for the reaction of O-3 with cis-2-penten-1-ol; propanal (63 +/- 8) and 3-hydroxypropanal (43 +/- 10) for the reaction of O-3 with trans-3-hexen-1-ol. As for secondary products, their average yields were (in %) propanal (12 +/- 4) and acetaldehyde (10 +/- 4) for the ozonolysis of 1-penten-3-ol; acetaldehyde (13 +/- 5), 2-hydroxypropanal (10 +/- 2) and methylglyoxal (3 +/- 1) for the ozonolysis of cis-2-penten-1-ol, acetaldehyde (30 +/- 4), glycolaldehyde (16 +/- 4) and methylglyoxal (8 +/- 3) for the ozonolysis of trans-3-hexen-1-ol. The obtained yields were compared to the values available in literature. Based on the results obtained in this study, plausible reaction mechanisms of the ozonolysis of these unsaturated alcohols have been proposed.
Origine : Fichiers produits par l'(les) auteur(s)
